Fort Myers to Key West boat charter, crossing Lake Okeechobee and stopping at top Florida destinations. This itinerary emphasizes scenic coastal routes, fishing opportunities, and unique overnight stays for a memorable multi-day adventure.


Fort Myers to Key West Boat Charter Itinerary: Scenic Lake Okeechobee Route

Explore the best of Florida’s waters on this seven-day boat charter from Fort Myers to Key West. This all-inclusive itinerary takes you across Lake Okeechobee, down Florida’s east coast, and into the heart of the Florida Keys. Discover picturesque towns, prime fishing spots, and iconic destinations on a luxury charter that highlights Florida’s diverse coastal scenery.


Day 1: Fort Myers to Jupiter (Crossing Lake Okeechobee)

    • Departure from Fort Myers: Set sail from Fort Myers, beginning the journey east with a sunrise departure through the scenic Caloosahatchee River.

    • Lake Okeechobee Crossing: Navigate the famous Lake Okeechobee, where guests can enjoy panoramic views and spot Florida wildlife.

    • Arrival in Jupiter: Arrive in the charming coastal town of Jupiter, where you’ll dock for the night at a local marina. Explore nearby waterfront restaurants and beaches.

Keywords: Fort Myers boat charter, Lake Okeechobee crossing, Fort Myers to Jupiter yacht charter.


Day 2: Jupiter to Coral Gables (Florida East Coast Cruise)

    • Morning Cruise to Coral Gables: Depart Jupiter, traveling south along Florida’s Intracoastal Waterway. The cruise provides breathtaking views of mansions and iconic coastal landmarks.

    • Lunch in Fort Lauderdale: Stop for lunch in Fort Lauderdale, a city known for its beaches, shops, and picturesque canals.

    • Dock in Coral Gables: Arrive in Coral Gables, where you’ll stay overnight near the vibrant Miami area. Guests can enjoy upscale dining, boutique shopping, or a night out in Coconut Grove.

Keywords: Fort Myers to Coral Gables boat charter, Florida east coast yacht charter, luxury boat charter Coral Gables.


Day 3: Coral Gables to Marathon (Entering the Florida Keys)

    • Departing Coral Gables: Head toward the middle Keys, cruising through scenic Biscayne Bay and into the tropical landscape of the Florida Keys.

    • Arrival in Marathon: Dock in Marathon, a relaxed island town known for its beaches, clear waters, and local seafood. Enjoy an afternoon of swimming, snorkeling, or exploring nearby islands.

Keywords: Coral Gables to Marathon boat charter, Florida Keys boat trip, Marathon Florida yacht rental.


Day 4: Marathon to Key West (Scenic Florida Keys Charter)

    • Final Leg to Key West: Cruise from Marathon to Key West, passing iconic bridges and scenic islands. Enjoy views of turquoise waters and tropical landscapes.

    • Arrival in Key West: Dock at a marina in Key West for a two-night stay. Spend the afternoon exploring historic sites, shopping, or simply relaxing on famous Duval Street.

Keywords: Marathon to Key West boat charter, Florida Keys yacht charter, scenic Key West boat trip.


Day 5: Full Day in Key West (Fishing, Snorkeling, and Sightseeing)

    • Day of Leisure in Key West: Enjoy a full day in Key West, with options for fishing, snorkeling, and exploring the island’s unique attractions. Guests can visit Ernest Hemingway’s house, enjoy fresh seafood, or join a sunset celebration at Mallory Square.

Keywords: Key West boat charter, Key West fishing and snorkeling, luxury Key West yacht charter.


Day 6: Key West to Naples or Marco Island (Start the Return Journey)

    • Morning Departure from Key West: Begin the journey back up the coast, with a midday stop in Islamorada or Key Largo for lunch.

    • Arrival in Naples or Marco Island: Dock in either Naples or Marco Island for an overnight stay, giving guests time to enjoy local beaches and fine dining.

Keywords: Key West to Naples boat charter, Naples yacht rental, Marco Island luxury boat charter.


Day 7: Return to Fort Myers (Final Leg of the Journey)

    • Departure from Naples or Marco Island: Complete the final leg back to Fort Myers, with scenic views along the Gulf coast.

    • Arrival in Fort Myers: Return to the Fort Myers marina in the early afternoon, marking the end of the adventure. Assistance with disembarking and a friendly farewell.

Keywords: Naples to Fort Myers boat charter, Fort Myers yacht charter, luxury boat trip Florida.